Acknowledgement- I shouldn't really trade Strasburg until July if at all

For these two guys I was offered Jon Lester and Jon Papelbon along with 70bucks in waiver money that we can use for claiming free agents in a bidding fashion and also use to "pay" for keeping keeper players longer than the limit (3 years).

Ignoring the waiver money, I'd say you're not getting enough. I believe Timmy is going to regress this year, but you should still be able to get a better player than Papelbon for him based on name value and history. The stras-Lester portion is a wash imo. I can't say if the waiver money is worth enough to offset the player value. It wouldn't be a horrible trade for this year. You might be kicking yourself next year for letting Stras go.

Stras = LesterTimmy > Paps

Here's the pitch on the way, a swing and a belt! Left field! Way back! BLUE JAYS WIN!